3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide

Base Information

• Chemical Name: 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide
• CAS No.: 138736-57-9
• Molecular Formula: C₃₀H₃₂N₄O₇S₂
• Molecular Weight: 624.739

Synonyms:3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide

Chemical Property of 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide

Chemical Property:

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Technology Process of 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide

There total 4 articles about 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

2,5-dihydro-6-diphenylmethyloxy-3-mercapto-2-methyl-5-oxo-1,2,4-triazin (136933-57-8) + (3-bromomethyl)-4-(tert-butylcarbonyl)-7α-methoxy-Δ3-cephem 1,1-dioxide (126597-97-5) → 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ3-cephem 1,1-dioxide (138736-57-9)

Guidance literature:

With TEA; In acetonitrile; for 0.5h;

DOI:10.1021/jm00049a020

Reference yield:

7α-Methoxy-3-methyl-3-cephem-4-carboxylic acid (126621-86-1) → 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ3-cephem 1,1-dioxide (138736-57-9)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl chloride, DMF / tetrahydrofuran / 1.5 h / 10 °C

2: 1.) copper(I) thiophenolate, 3.) MCPBA

3: 55 percent / NBS, AIBN / CCl₄ / 4 h / Heating

4: 69 percent / TEA / acetonitrile / 0.5 h

With N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); TEA; copper(I) thiophenolate; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; tetrachloromethane; acetonitrile;

DOI:10.1021/jm00049a020

Reference yield:

(6R,7S)-2-(2,2-Dimethyl-propionyl)-7-methoxy-3-methyl-5,5-dioxo-5λ6-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one (126597-59-9) → 3-<<<6-(benzhydryloxy)-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-yl>thio>methyl>-4-(tert-butylcarbonyl)-7α-methoxy-Δ3-cephem 1,1-dioxide (138736-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 55 percent / NBS, AIBN / CCl₄ / 4 h / Heating

2: 69 percent / TEA / acetonitrile / 0.5 h

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); TEA; In tetrachloromethane; acetonitrile;

DOI:10.1021/jm00049a020

upstream raw materials:

2,5-dihydro-6-diphenylmethyloxy-3-mercapto-2-methyl-5-oxo-1,2,4-triazin

(3-bromomethyl)-4-(tert-butylcarbonyl)-7α-methoxy-Δ³-cephem 1,1-dioxide

7α-Methoxy-3-methyl-3-cephem-4-carboxylic acid

(6R,7S)-2-(2,2-Dimethyl-propionyl)-7-methoxy-3-methyl-5,5-dioxo-5λ⁶-thia-1-aza-bicyclo[4.2.0]oct-2-en-8-one

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